Tetrahydrofuran → 3-Cyclohexylpropyl-(ethyl)carbamate

HRID 451766

反応式

HRID 451766 の反応式
[CH:1]1([CH2:7][C@H:8](NC(=O)OC(C)(C)C)[CH2:9]NCC)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C(O[N:31]1[C:36](=[O:37])C[CH2:34][C:32]1=O)(OCC[Si](C)(C)C)=O.C1C[O:41]CC1>>[CH:1]1([CH2:7][CH2:8][CH2:9][O:41][C:36](=[O:37])[NH:31][CH2:32][CH3:34])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1

参加物

4

反応物 3

HCID 8028TetrahydrofuranHCID 50183862,5-Dioxopyrrolidin-1-yl 2-(trimethylsilyl)ethyl carbonateHCID 59201304(S)-tert-butyl 1-cyclohexyl-3-(ethylamino)propan-2-ylcarbamate

生成物 1

HCID 1317307163-Cyclohexylpropyl-(ethyl)carbamate収率 45%

実験手順

To a solution of (S)-tert-butyl 1-cyclohexyl-3-(ethylamino)propan-2-ylcarbamate (338 mg) and TeocOSu (386 mg, 1.49 mmol) in THF was added TEA (0.6 mL). The resulting solution was stirred at rt for 30 min and evaporated. The residue was purified through chromatography on silica gel to give (S)-2-(trimethylsilyl)ethyl 2-(N-tert-butoxycarbonyl)amino)-3-cyclohexylpropyl-(ethyl)carbamate (287 mg, 45% over 2 steps).

後処理

  1. customevaporated
  2. customThe residue was purified through chromatography on silica gel

出典と根拠

ORDレコード
ord-e0de30f8a9114fa4950dea2fb477176d
出典データセット
uspto-grants-2013_07
特許番号
US08487108B2

関連ノート

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